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  • 351009-26-2 ,  6,8-Difluoro-4-methylumbelliferyl b-D-glucopyranoside
351009-26-2 ,  6,8-Difluoro-4-methylumbelliferyl b-D-glucopyranoside

351009-26-2 , 6,8-Difluoro-4-methylumbelliferyl b-D-glucopyranoside

CAS:351009-26-2 ,
6,8-Difluoro-4-methylumbelliferyl b-D-glucopyranoside,
C16H16F2O8 / 374.29
MFCD01863003

6,8-Difluoro-4-methylumbelliferyl b-D-glucopyranoside

6,8-Difluoro-4-methylumbelliferyl b-D-glucopyranoside is a versatile fluorogenic substrate suitable for the measurement of various glycosidase enzymes. Its unique structure allows for enhanced sensitivity and selectivity in enzyme assays, making it ideal for studying enzyme kinetics and screening of potential enzyme inhibitors.

6,8-Difluoro-4-methylumbelliferyl-b-D-glucopyranoside is a fluorogenic substrate that is commonly used to detect beta-glucosidase activity in biological samples. It is a promising tool for scientific experiments and is currently being extensively researched in various fields. This paper aims to provide an overview of 6,8-Difluoro-4-methylumbelliferyl-b-D-glucopyranoside, including its definition, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, and limitations and future directions.

Definition and Background

6,8-Difluoro-4-methylumbelliferyl-b-D-glucopyranoside is a fluorogenic substrate used to detect beta-glucosidase activity in biological samples. Beta-glucosidase is an enzyme that hydrolyzes the beta-glycosidic bond between glucose and non-reducing ends of various glycosides. 6,8-Difluoro-4-methylumbelliferyl-b-D-glucopyranoside is a synthetic substrate that is converted by beta-glucosidase into a fluorescent product, 6,8-difluoro-7-hydroxy-4-methylcoumarin, which can be easily detected and quantified.

Physical and Chemical Properties

6,8-Difluoro-4-methylumbelliferyl-b-D-glucopyranoside is a white to off-white powder that is soluble in water, dichloromethane, and acetone. Its chemical formula is C16H17F2O8 and its molecular weight is 386.3 g/mol. It has a melting point of 236-238 ℃ and should be stored at -20 ℃.

Synthesis and Characterization

6,8-Difluoro-4-methylumbelliferyl-b-D-glucopyranoside is typically synthesized by esterification of 6,8-difluoro-4-methylumbelliferone with glucosyl bromide. The resulting product is purified by chromatography and characterized by NMR spectroscopy, mass spectrometry, and elemental analysis.

Analytical Methods

The detection of fluorescent product generated from 6,8-Difluoro-4-methylumbelliferyl-b-D-glucopyranoside hydrolysis by beta-glucosidase can be monitored using a fluorescence spectrophotometer. The excitation and emission wavelengths of the fluorescent product are 365 nm and 450 nm, respectively.

Biological Properties

6,8-Difluoro-4-methylumbelliferyl-b-D-glucopyranoside has been widely utilized in various biological studies due to its ability to specifically detect beta-glucosidase activity in biological samples. It has been used to study various diseases, including cancer and metabolic disorders, as well as to monitor the effectiveness of treatments.

Toxicity and Safety in Scientific Experiments

There is currently no information available regarding the toxicity of 6,8-Difluoro-4-methylumbelliferyl-b-D-glucopyranoside in scientific experiments. However, researchers should always follow standard laboratory safety procedures when handling any chemicals.

Applications in Scientific Experiments

6,8-Difluoro-4-methylumbelliferyl-b-D-glucopyranoside has a wide range of applications in scientific experiments, including enzymatic assays, high-throughput screening, protein engineering, and drug discovery. It is commonly used to detect beta-glucosidase activity in various biological samples, including cells, tissues, and body fluids.

Current State of Research

6,8-Difluoro-4-methylumbelliferyl-b-D-glucopyranoside is currently being extensively researched in various fields. Recent studies have focused on its use in the detection of beta-glucosidase activity in cancer cells, as well as its potential application in the development of novel therapies for metabolic disorders.

Potential Implications in Various Fields of Research and Industry

6,8-Difluoro-4-methylumbelliferyl-b-D-glucopyranoside has the potential to impact various fields of research and industry, including enzymology, drug discovery, and biotechnology. It can be used to identify new therapeutic targets for diseases and to develop new drugs that target beta-glucosidase activity.

Limitations and Future Directions

Although 6,8-Difluoro-4-methylumbelliferyl-b-D-glucopyranoside is a promising tool for scientific experiments, there are limitations to its use. One potential limitation is the specificity of the probe, as other enzymes may also be able to hydrolyze the substrate. Additionally, it is important to note that the optimal experimental conditions may vary depending on the sample being tested.

Future directions for research may include the development of more specific probes for beta-glucosidase activity, as well as the exploration of its potential uses in clinical settings. Additionally, further research is needed to fully understand the potential implications of 6,8-Difluoro-4-methylumbelliferyl-b-D-glucopyranoside in various fields of research and industry.

Conclusion

In conclusion, 6,8-Difluoro-4-methylumbelliferyl-b-D-glucopyranoside is a fluorogenic substrate that is widely used to detect beta-glucosidase activity in biological samples. It has numerous applications in scientific experiments and has the potential to impact various fields of research and industry. However, due to limitations and uncertainties, further research is needed to fully understand its potential implications.

CAS Number351009-26-2
Product Name6,8-Difluoro-4-methylumbelliferyl-b-D-glucopyranoside
IUPAC Name6,8-difluoro-4-methyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
Molecular FormulaC16H16F2O8
Molecular Weight374.29 g/mol
InChIInChI=1S/C16H16F2O8/c1-5-2-9(20)25-14-6(5)3-7(17)15(10(14)18)26-16-13(23)12(22)11(21)8(4-19)24-16/h2-3,8,11-13,16,19,21-23H,4H2,1H3/t8-,11-,12+,13-,16+/m1/s1
InChI KeyJZLOUZMEHMDFKY-ADPZIVFVSA-N
SMILESCC1=CC(=O)OC2=C(C(=C(C=C12)F)OC3C(C(C(C(O3)CO)O)O)O)F
Canonical SMILESCC1=CC(=O)OC2=C(C(=C(C=C12)F)OC3C(C(C(C(O3)CO)O)O)O)F
Isomeric SMILESCC1=CC(=O)OC2=C(C(=C(C=C12)F)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)F


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